(*): W=Win, N=Nomination
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2009 | N | Best of the Year in Music | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2009 | N | Favorite Soul/R&B Male Artist | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2010 | N | Best Male R&B Artist | - | - |
| 2010 | N | - | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 1999 | W | R&B Single | "Fortunate" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2000 | N | Favorite Song | "Fortunate" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2017 | W | Best R&B Song | "Lake by the Ocean" | Hod David |
| 2010 | W | Best R&B Album | "Blacksummers' Night" | - |
| 2010 | W | Best Male R&B Vocal Performance | "Pretty Wings" | - |
| 2010 | N | Song of the Year | "Pretty Wings" | - |
| 2010 | N | Best Pop Instrumental Performance | "Phoenix Rise" | - |
| 2010 | N | Best Male Pop Vocal Performance | "Love You" | - |
| 2000 | N | Best R&B Vocal Performance - Male | "Fortunate" | - |
| 1999 | N | Best R&B Album | "Embrya" | - |
| 1999 | N | Best R&B Vocal Performance - Male | "Matrimony: Maybe You" | - |
| 1998 | N | Best Pop Vocal Performance - Male | "Whenever Wherever Whatever" | - |
| 1997 | N | Best R&B Album | "Maxwell's Hang Suite" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2018 | N | Outstanding Music Video/Visual Album | "Gods" | - |
| 2017 | W | Outstanding Male Artist | - | - |
| 2017 | N | Outstanding Song - Traditional | "Lake by the Ocean" | - |
| 2014 | N | Outstanding Duo, Group or Collaboration | "Fire We Make" | Alicia Keys |
| 2011 | N | Outstanding Song | "Fistful of Tears" | - |
| 2011 | N | Outstanding Music Video | "Fistful of Tears" | - |
| 2010 | W | Outstanding Male Artist | - | - |
| 2010 | N | Outstanding Album | "Blacksummer's Night" | - |
| 2010 | N | Outstanding Song | "Pretty Wings" | - |
| 2010 | N | Outstanding Song | "Bad Habits" | - |
| 2010 | N | Outstanding Music Video | "Pretty Wings" | - |
| 2002 | N | Outstanding Male Artist | "Lifetime" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2016 | W | Best R&B/Soul Male Artist | - | - |
| 2009 | W | Best Male R&B/Soul Male | - | - |
| 2009 | N | Song of the Year | "Pretty Wings" | - |
| 2009 | N | Album of the Year | "Blacksummer's Night" | - |
| 2009 | N | Record of the Year | "Pretty Wings" | - |
| 2001 | W | Best R&B/Soul Single - Male | "Fortunate" | - |
| 2000 | N | Best R&B/Soul Album - Male | "Embrya" | - |
| 1997 | W | Best R&B/Soul Album - Male | 'Maxwell's Urban Hang Suite" | - |
| 1997 | W | Best R&B/Soul or Rap New Artist | - | - |
| 1997 | W | Best R&B/Soul Single - Male | "Ascension (Don't Ever Wonder)" | - |
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